Leaside Real Estate

Leaside Real Estate

Welcome to Leaside, one of Toronto's most charming and sought-after neighborhoods! Nestled in the heart of the city, Leaside is a vibrant community known for its picturesque tree-lined streets, beautiful parks, and a strong sense of community spirit.

Originally developed in the early 20th century, Leaside has maintained its quaint, suburban feel while offering all the conveniences of urban living. The area boasts a rich history, with many heritage homes that reflect its architectural charm. Residents enjoy a blend of modern amenities and traditional character, making it an ideal place for families, professionals, and retirees alike.

Leaside's bustling commercial district is home to an array of boutique shops, cozy cafes, and gourmet restaurants, catering to every palate. The neighborhood is also known for its excellent schools, including Leaside High School and St. Anselm Catholic School, making it a top choice for families looking for quality education options.

For outdoor enthusiasts, Leaside offers numerous parks and recreational facilities. The expansive Leaside Memorial Community Gardens and the scenic Sunnybrook Park provide ample opportunities for walking, cycling, and enjoying nature. The neighborhood is also well-connected to public transit, making it easy to explore the rest of Toronto.

With its friendly atmosphere, beautiful surroundings, and a strong sense of community, Leaside is more than just a place to live; it’s a place to call home. Whether you're looking to buy, sell, or invest, Leaside offers a unique blend of comfort and convenience that is hard to resist. Come discover the charm of Leaside today!

Newest Listings in Leaside

41 St Cuthberts Road, Toronto
$1,599,000
4 Beds ⋅ 2 Baths ⋅ C14030266 MLS
Welcome to a charming South Leaside home offering a thoughtfully designed addition on both the main and lower level, blending the character of a classic Leaside home with the space and light modern families love. The open-concept living & dining rooms retain beautiful traditional details including impeccable gumwood, wainscotting and a cut-glass door, while abundant natural light pours through oversized windows and a skylight in the family room, giving the main floor a bright, contemporary feel. Host Sunday brunch in the dining room, then gather in the family room around the gas fireplace on a cozy afternoon. The renovated kitchen, with an extended breakfast area running alongside the family room, makes everyday living easy, offering an ideal breakfast/lunch area, homework station or crafts space overlooking the family room and its glass-door walkout to the garden. Upstairs features an extra-large primary bdrm with a big window and closet, two additional good-sized bdrms and a 4 PC bath complete the upper floor. The lower level offers an oversized wood-panelled recreation room, home office area and a great 4th bdrm created by the addition. With 8-ft ceilings, a huge above-grade window, closets and clever hidden storage for books and games, this addition is perfect for a teenager or as a playroom or guest space. A sump pump and backup battery were added with the lower-level addition. Don't miss the wall-to-wall pantry space behind those closet doors at the bottom of the stairs in the bsmt. And check out the workshop tucked away behind the door, under the stairs. Families will appreciate the much sought after Rolph Rd Elementary and Bessborough Elementary & Middle Schools, while Trace Manes Park & Leaside Public Library are just around the corner. And you'll enjoy the shops, restaurants & services on Bayview just at your doorstep. Let's not forget the new LRT is close by. A truly special South Leaside home in an unbeatable family neighbourhood.

41 St Cuthberts Road, Toronto
48 Sharron Drive, Toronto
$3,449,000
5 Beds ⋅ 4 Baths ⋅ C14029936 MLS
Stunning Custom-Built Residence In The Highly Sought-After Bessborough School District! Steps To The Vibrant Shops, Restaurants And Cafés Along Bayview Avenue, With Convenient Access To Public Transit And Major Highways. Offering Approximately 3,400 Sq. Ft. Of Beautifully Designed Living Space, Including A Lower-Level Nanny Suite With A Separate Entrance, Full Kitchen And Spacious Recreation Room. Thoughtfully Designed Open-Concept Main Floor With Soaring 10-Ft Ceilings, Perfect For Everyday Living And Entertaining. Gourmet Kitchen Featuring An Impressive 11-Ft Island. Expansive Floor-To-Ceiling Windows Flood The Home With Natural Light. Generously Sized Bedrooms With Custom Closet Organizers, Including A Luxurious Primary Retreat With A Spa-Inspired Ensuite Featuring An Oversized Shower With Massage Jets. Fourth Bedroom Features Custom Office Built-Ins, Ideal For Working From Home. Abundant Storage Throughout, Including A Spacious Mudroom And Large Garage Storage Loft. Built-In Garage Plus A Private Driveway Accommodating Up To Three Additional Vehicles. Smart Home Features, Two Full Kitchens And Two Laundry Rooms Offer Exceptional Convenience And Flexibility. A Rare Opportunity To Enjoy Modern Comfort, Thoughtful Design And Exceptional Functionality In The Heart Of Leaside!

48 Sharron Drive, Toronto
127 Glenvale Boulevard, Toronto
$1,888,888
4 Beds ⋅ 4 Baths ⋅ C14028884 MLS
Welcome to a home ( Legal Duplex) where thoughtful design meets elevated living. A beautiful transformed three-bedroom semi that blends luxury, functionality and investment potential. Completely renovated from top to bottom, this home showcases sleek contemporary design, high-end materials and a layout crafted for modern living. The " SEPARATE METERED legal basement suite" is finished to the same high standard, making it perfect for extended family, guests or a strong income stream, or use it as part of their house. With refined styling, efficient use of space, and premium upgrades throughout, this property is the perfect balance between personal comfort and smart real estate investing. Hybrid HVAC furnace + heat pump, foam insulation, including attic, sound proof insulation on wall with adjacent neighbour, concrete in-ground pool w/safety enclosure, wall-to-wall storage in all three second upper floor bedrooms, hidden prep kitchen and pantry. Artificial turf backyard, over 120 sq/ft of attic storage, too many upgrades and features to list. A pleasure to show.

127 Glenvale Boulevard, Toronto
130 Donlea Drive, Toronto
$2,995,000
5 Beds ⋅ 4 Baths ⋅ C14027934 MLS
An incredible forever family home awaits at 130 Donlea Drive! Unpack and move right in to this light-filled, turnkey 4+1 bedroom, 4 bathroom North Leaside stunner. Solid construction with stone front, quality finishes and custom built-ins. Absolutely light-filled and warm with 9ft ceilings, built-in speakers and thoughtful design throughout. All the comforts you would expect, including expansive kitchen & family room, heated floors, second floor laundry, side door to mudroom, built-in garage and more. Located in one of Toronto's most community oriented neighbourhoods. Walk to Eglinton crosstown transit, Northlea and Leaside High schools, and the shops, restaurants and grocery stores nearby. Short commute to CGS, Crescent, Havergal, Branksome, UCC, BSS, Greenwood and more.

130 Donlea Drive, Toronto
27 Berney Crescent, Toronto
$2,149,500
3 Beds ⋅ 4 Baths ⋅ C14024750 MLS
Welcome to 27 Berney Crescent, a charming family home tucked away on a quiet street in Leaside, one of Toronto's most sought-after neighbourhoods. The home offers an exceptional combination of character, space and everyday convenience. Set on a generous and very private lot, the home features three spacious bedrooms, four bathrooms, hardwood floors and traditional millwork. Bright and well-proportioned principal rooms provide comfortable spaces for both everyday living and entertaining, while the lower level adds valuable additional living space with heated floors, a large recreation room, laundry area and walkout to the private, mature backyard and patio. Additional highlights include ample storage and a deep backyard offering plenty of room to enjoy the outdoors. Ideally located close to excellent public and private schools, neighbourhood parks and green spaces, with convenient access to transit and major routes for an easy commute throughout the city. Enjoy being minutes from local shops, cafés, restaurants, grocery stores and everyday amenities on Bayview, all while living on a quiet residential street surrounded by established homes and mature trees. A wonderful opportunity to settle into a welcoming community and make this spacious, character-filled home your own.

27 Berney Crescent, Toronto
136 Glenvale Boulevard, Toronto
$1,499,000
4 Beds ⋅ 2 Baths ⋅ C14021250 MLS
Welcome to North Leaside living at its finest! This exceptional extra-wide semi-detached home has been beautifully renovated and thoughtfully expanded, offering nearly 2,000 sq. ft. of stylish living space, including a spacious rear addition and desirable third bedroom.Enjoy a brand-new kitchen with stainless steel appliances, new hardwood flooring throughout, and all-new windows. The bright, versatile layout is perfect for modern family living and entertaining.Outside, a private and spacious garden creates the perfect setting for summer BBQs and relaxation, complemented by a large storage shed. A rare private driveway with parking for up to 4 cars adds incredible convenience.Ideally located just steps from Northlea Public School with English & French Immersion programs, and minutes to Eglinton TTC, Leaside subway & LRT stations, Serena Gundy Park and Sunnybrook Dog Park.A rare opportunity to own a beautifully updated, move-in-ready home in one of North Leaside's most sought-after neighbourhoods.

136 Glenvale Boulevard, Toronto
35 Bessborough Drive, Toronto
$3,650,000
5 Beds ⋅ 5 Baths ⋅ C14011372 MLS
A rare offering on Bessborough in the heart of Leaside: a beautifully renovated 3-bedroom 3-bathroom home home paired with a brand-new, exceptionally finished 2+1 bedroom 2 bathroom garden residence, creating a remarkable 5+1 bedroom living opportunity at almost 3000 square feet across two distinct homes.The main house has been extensively renovated with a warm, elevated finish throughout. The main floor features hardwood flooring, a wood-burning fireplace, a Cameo kitchen with Statuario marble backsplash and Caesarstone quartz countertops, built-in wine fridge, and a convenient office area just off the kitchen. Upstairs, three bedrooms include a vaulted-ceiling primary retreat with heated ensuite floors, while the finished lower level adds valuable living space with a steam shower, heated floors, gym area. New windows, central air, a cedar deck, updated driveway and landscaped outdoor space complete the home.Far beyond a traditional garden suite, the newly built rear residence has been designed and finished to the standard of a luxury home in its own right. Offering two bedrooms plus a flexible office, nursery or sitting area, it features a custom Irpinia kitchen and millwork, Miele appliances, marble backsplash, Caesarstone quartz countertops and seating for six at the island/peninsula. Radiant in-floor heating runs throughout both levels, while the primary suite includes a walk-in closet, grasscloth feature wall and spa-inspired ensuite with soaker tub and separate water closet. Second-floor laundry, air conditioning and a private interlock walkway complete the space.Ideal for multigenerational living,extended family, guests, passive income or those looking for exceptional flexibility, this is a unique opportunity to enjoy two beautifully finished residences on one of Leaside's most sought-after streets.

35 Bessborough Drive, Toronto
15 Moorehill Drive, Toronto
$3,900,000
6 Beds ⋅ 4 Baths ⋅ C14010858 MLS
An exceptional family residence set on a impressive 76-foot lot in prestigious Bennington Heights, this beautifully appointed home offers 4,772 sq ft of finished living space across three levels, including the built-in double garage. With five plus one bedrooms, four bathrooms, generous principal rooms, and outstanding privacy, it is thoughtfully designed for comfortable family living and effortless entertaining. The main level features gracious living and dining rooms, a custom kitchen, and an inviting family room at the heart of the home. French doors and multiple walkouts extend the interiors to the private backyard and charming side gardens, creating a seamless connection between indoor and outdoor living, while abundant natural light enhances the home throughout. Upstairs the private primary suite features two custom walk-in closets and a marble appointed ensuite. Four additional bedrooms are bright and generously proportioned, providing excellent space for children, family, and guests. The finished lower level offers exceptional versatility with a spacious recreation room and nanny's room, laundry facilities, cedar closet a workshop, and extensive storage, easily accommodating recreation and the practical needs of a growing household. Bennington Heights is cherished for its tranquil, family-oriented streets and strong sense of community. The home is moments from ravine trails, Bennington Park, and the shops, restaurants, cafe, and the amenities of Bayview Avenue. Nearby schools include Bennington Heights Elementary School, Bessborough Drive Elementary and Middle School, and Leaside High School. A distinguished Bennington Heights residence offering exceptional space, privacy and family living.

15 Moorehill Drive, Toronto
33 Frederick Todd Way Unit 817, Toronto
$498,000
1 Beds ⋅ 1 Baths ⋅ C13886236 MLS
Immaculately kept and move-in ready. Sunrise views and floor-to-ceiling windows fill this open-concept suite with natural light. Modern kitchen with integrated appliances, spacious bedroom with walk-in closet, full-size washer and dryer, and a private balcony. Owned locker included. Full amenities including indoor pool, gym, party room, co-working space, and 24-hour concierge. Steps to the Eglinton Crosstown LRT, Sunnybrook Park, and Leaside shops - with quick DVP access. Perfect for first-time buyers, professionals, or investors.

33 Frederick Todd Way Unit 817, Toronto
45 Industrial Street Unit 213-217, Toronto
$1,872,000
C13881452 MLS
This unit may be reduced down into several different sized units. Construction complete. Ready for occupancy. New attractive flex space with open ceilings, large windows. Suits; warehouse/manufacturing, office, studio, storage, creative/service uses. Close to Leaside big box amenities and new Laird LRT station. Tax unassessed. Maintenance $2.93/ft/annum. Great location for accessing mid Toronto and downtown. Easy access to DVP and 401 Highways. Accessed by both freight (with exterior loading) and passenger elevator.

45 Industrial Street Unit 213-217, Toronto
796-800 Eglinton Avenue E, Toronto
$3,195,000
C13868936 MLS
MIXED-USE RETAIL INVESTMENT IN THE HEART OF LEASIDE: 42 ft frontage / 5,508 SF building / 2 commercial units on ground floor / 4 apartments on second floor / roof top sign income. ***** LOCATION: within MTSA / steps from laird LRT station / vibrant LEASIDE community with average household income of $258,000. ***** RETAIL STORES: two retail stores with open layouts, high ceilings and flexible leases for value-add investment or owner use. ***** APARTMENTS: four apartments on second floor / skylights / shared laundry room. ***** BASEMENT: basement shop may be separately leased for additional income. ***** PARKING: double garage at rear plus parking pad for 2 cars / paid parking along Eglinton Ave. E. ***** DEVELOPMENT: MTSA designation / mixed-use land use designation / 6,000+ condo units currently under construction or planned for development in the area.

796-800 Eglinton Avenue E, Toronto
796-800 Eglinton Avenue E, Toronto
$3,195,000
C13868932 MLS
MIXED-USE RETAIL INVESTMENT IN THE HEART OF LEASIDE: 42 ft frontage / 5,508 SF building / 2 commercial units on ground floor / 4 apartments on second floor / roof top sign income. ***** LOCATION: within MTSA / steps from laird LRT station / vibrant LEASIDE community with average household income of $258,000. ***** RETAIL STORES: two retail stores with open layouts, high ceilings and flexible leases for value-add investment or owner use. ***** APARTMENTS: four apartments on second floor / skylights / shared laundry room. ***** BASEMENT: basement shop may be separately leased for additional income. ***** PARKING: double garage at rear plus parking pad for 2 cars / paid parking along Eglinton Ave. E. ***** DEVELOPMENT: MTSA designation / mixed-use land use designation / 6,000+ condo units currently under construction or planned for development in the area.

796-800 Eglinton Avenue E, Toronto
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